Hot Great Barrington Chalet Rates

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Featured Chalets in Great Barrington

Little Longbow Lakefront Chalet

Little Longbow Lakefront Chalet

Becket MA
A stay at this chalet places you in the heart of Becket, within a 5-minute drive of Pyramid Lake and Jacob's Pillow.
Opens in a new windowLittle Longbow Lakefront Chalet
Majestic Lake Front Chalet

Majestic Lake Front Chalet

Valatie NY
Located in Valatie, this chalet is a 5-minute drive from Kinderhook Lake and 5 minutes from Valatie Family Care.
Opens in a new windowMajestic Lake Front Chalet
Beautiful, Private Berkshires Retreat w Magic View! 5min to Lake Garfield Beach

Beautiful, Private Berkshires Retreat w Magic View! 5min to Lake Garfield Beach

Monterey MA
Located in Monterey, this chalet is on a lake, within a 15-minute drive of Bidwell House Museum and Ashintully Gardens.
Opens in a new windowBeautiful, Private Berkshires Retreat w Magic View! 5min to Lake Garfield Beach
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Cozy 3-bedroom chalet with mountain views

Cozy 3-bedroom chalet with mountain views

Canaan NY
Located in Canaan, this chalet is a 4-minute drive from Queechy Lake and 5 minutes from Furnace Brook Winery at Hilltop Orchards.
Opens in a new windowCozy 3-bedroom chalet with mountain views
Secluded Post-and-Beam Chalet w/Breathtaking Views

Secluded Post-and-Beam Chalet w/Breathtaking Views

Chatham NY
Located in Old Chatham, this chalet is within a 15-minute drive of The Mac-Haydn Theatre and Queechy Lake.
Opens in a new windowSecluded Post-and-Beam Chalet w/Breathtaking Views
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Great Barrington Chalet Accommodation

We see you over there, so lost in your own thoughts, you might miss your next meeting. You know it’s time to up your holiday game, and we know you’ve been googling things like “ski holidays” and “mountain retreats”. Don’t worry—we won’t tell your boss. We just have a tip for you: If you really want to slay, you need a chalet. Specifically, cheap chalet accommodation in Great Barrington.

A budget chalet hotel in Great Barrington is the perfect new topic for your office chit-chat, but unlike that office retreat, there will be no trust falls. You will find all sorts of adventurous activities on offer in Great Barrington, but none of them will involve your coworkers having to catch you (at least we hope not). Outside, nature awaits, with endless trails and endless fun. Inside, you’ll find all the right amenities for recharging after an active day, from luxurious linens to fully equipped kitchens.

Speaking of kitchens, chalet hotels in Great Barrington have everything you need for a romantic getaway. Cook up a candlelit dinner and open that perfectly chilled bottle of red. A crackling fireplace and the amazing views of Great Barrington out your picture window will do the rest.

Our deals practically move mountains, bringing cheap ski chalets and more to you right where you sit. Yes, you’ll have to pack eventually, but for now, browse our sweet selection of Great Barrington chalets and start dreaming. After all, didn’t your mum always tell you that you can be anything you want to be? Well, you want to be on holiday in Great Barrington, and it’s time to make it happen.

Great Barrington Chalets essential information

Accommodation
5 Chalets
Lowest Price
AU$106
Highest Price
AU$200
Popular accommodation
Little Longbow Lakefront Chalet, Majestic Lake Front Chalet , Beautiful, Private Berkshires Retreat w Magic View! 5min to Lake Garfield Beach, Cozy 3-bedroom chalet with mountain views, Secluded Post-and-Beam Chalet w/Breathtaking Views

Top trending hotels in Great Barrington

Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Fully refundable
The price is AU$131 per night from 18 May to 19 May
AU$131
18 May - 19 May
includes taxes & fees
With a stay at Quality Inn Great Barrington in Great Barrington, you'll be near ski lifts, just a 4-minute walk from Mahaiwe Performing Arts Center and 8 minutes ...
Opens in a new windowQuality Inn Great Barrington
The Little Lion

The Little Lion

3 out of 5
506 Stockbridge Road Great Barrington MA
Fully refundableReserve now, pay when you stay
The price is AU$147 per night from 11 June to 12 June
AU$147
11 June - 12 June
includes taxes & fees
Located in Great Barrington, The Little Lion is in a regional park, within a 10-minute drive of Ski Butternut and Berkshire Botanical Garden.
Opens in a new windowThe Little Lion
Monument Mountain Motel

Monument Mountain Motel

2.5 out of 5
247 Stockbridge Rd Great Barrington MA
Fully refundableReserve now, pay when you stay
The price is AU$106 per night from 17 May to 18 May
AU$106
17 May - 18 May
includes taxes & fees
With a stay at Monument Mountain Motel in Great Barrington, you'll be a short 4-minute walk from Housatonic River and within 3 minutes by car from Housatonic ...
Opens in a new windowMonument Mountain Motel
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Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 out of 5
415 Stockbridge Rd Great Barrington MA
Fully refundable
The price is AU$200 per night from 19 May to 20 May
AU$200
19 May - 20 May
includes taxes & fees
With a stay at Holiday Inn Express Hotel & Suites Great Barrington by IHG in Great Barrington, you'll be on a river, just steps from Housatonic River and a 3-minute ...
Opens in a new windowHoliday Inn Express Hotel & Suites Great Barrington by IHG
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Picks

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.